View 287 Shasteen Bend Dr Winchester, TN MLS# 3138957
$875,000
3

Beds

2.1

Baths

1,821

Sq.Ft.

287 Shasteen Bend Dr

Winchester, TN

MiddleTennessee
View 150 Edie Mae Ln Winchester, TN MLS# 3159726
$875,000
3

Beds

2.1

Baths

2,411

Sq.Ft.

150 Edie Mae Ln

Winchester, TN

MiddleTennessee
View 155 Cypress Point Dr Winchester, TN MLS# 3143288
$869,900
3

Beds

2.1

Baths

2,236

Sq.Ft.

155 Cypress Point Dr

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 105 W Paradise Dr Winchester, TN MLS# 3175557
$850,000
4

Beds

3.1

Baths

4,400

Sq.Ft.

105 W Paradise Dr

Winchester, TN

MiddleTennessee
View 105 W Paradise Drive Winchester, TN MLS# 1532891
$850,000
4

Beds

3.1

Baths

4,100

Sq.Ft.

105 W Paradise Drive

Winchester, TN

Chattanooga
Courtesy of TENNESSEE MOUNTAIN PROPERTIES
View 106 Clearview Cir Winchester, TN MLS# 3190302
  • Recently Listed
1 of 41
$849,900
3

Beds

3.0

Baths

2,395

Sq.Ft.

106 Clearview Cir

Winchester, TN

MiddleTennessee
View 282 Owl Hollow Ln Winchester, TN MLS# 3123764
$844,900
4

Beds

3.0

Baths

3,484

Sq.Ft.

282 Owl Hollow Ln

Winchester, TN

MiddleTennessee
View 140 Huntington Dr S Winchester, TN MLS# 3214398
  • Recently Listed with Virtual Tour
1 of 36
$835,000
3

Beds

2.0

Baths

1,872

Sq.Ft.

140 Huntington Dr S

Winchester, TN

MiddleTennessee
View 364 Blair Pond Rd Winchester, TN MLS# 3133833
$800,000
2,306

Sq.Ft.

364 Blair Pond Rd

Winchester, TN

MiddleTennessee
View 17 Cannonball Ct Winchester, TN MLS# 3145555
$799,900
4

Beds

3.1

Baths

2,989

Sq.Ft.

17 Cannonball Ct

Winchester, TN

MiddleTennessee
View 101 Cypress Point Dr Winchester, TN MLS# 3155553
$799,900
4

Beds

3.1

Baths

3,738

Sq.Ft.

101 Cypress Point Dr

Winchester, TN

MiddleTennessee
View 55 Windjammer Ct Winchester, TN MLS# 3178495
$799,500
4

Beds

3.1

Baths

3,034

Sq.Ft.

55 Windjammer Ct

Winchester, TN

MiddleTennessee
View 397 Campfire Ct Winchester, TN MLS# 3158636
$774,900
5

Beds

3.1

Baths

2,805

Sq.Ft.

397 Campfire Ct

Winchester, TN

MiddleTennessee
View 0 Cascade Dr Winchester, TN MLS# 3175753
  • New Construction
1 of 33
$774,900
4

Beds

4.1

Baths

3,090

Sq.Ft.

0 Cascade Dr

Winchester, TN

MiddleTennessee
View 71 Windjammer Ct Winchester, TN MLS# 3145214
$765,000
4

Beds

3.1

Baths

3,017

Sq.Ft.

71 Windjammer Ct

Winchester, TN

MiddleTennessee
View 356 Dinah Shore Blvd Winchester, TN MLS# 3216377
$750,000
2,800

Sq.Ft.

356 Dinah Shore Blvd

Winchester, TN

MiddleTennessee
View 110 S Porter St Winchester, TN MLS# 3207881
  • Recently Listed
1 of 60
$749,999
3,187

Sq.Ft.

110 S Porter St

Winchester, TN

MiddleTennessee
View 110 S Porter St Winchester, TN MLS# 3208025
  • Recently Listed
1 of 59
$749,999
5

Beds

3.1

Baths

3,187

Sq.Ft.

110 S Porter St

Winchester, TN

MiddleTennessee
View 16 Blairmont Ct Winchester, TN MLS# 3173350
  • New Construction
1 of 44
$749,500
4

Beds

3.1

Baths

4,109

Sq.Ft.

16 Blairmont Ct

Winchester, TN

MiddleTennessee
View 117 1st Ave NE Winchester, TN MLS# 3118418
$749,000
4,848

Sq.Ft.

117 1st Ave NE

Winchester, TN

MiddleTennessee

About Winchester

Listings in Winchester, TN

366

Estimated median home price

$349,900
Winchester TN Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winchester, Tennessee real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, TN.

Homes for Sale by Price in Winchester, TN

PriceCount
$0 - 100K49
$100K - 200K67
$200K - 300K43
$300K - 400K47
$400K - 500K41
$500K - 600K32
$600K - 700K21
$700K - 800K15
$800K - 900K12
$900K - 1M8
$1M - Max31

Homes for Sale by Type in Winchester, TN

Property TypeCount
Single Family223
Townhouse11
Condo0
Commercial17
Rental13
Lots and Land109
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms3

(Data as of 5/21/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (MLS Data Share) Program of The Multiple Listing Service of Chattanooga, Inc. Real estate listings held by brokerage firms other than WEICHERT are marked with the MLS Datashare Logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.